Rearrangement during halogenation of 2-hydroxy-1,2-diphenylpropan-1-one (α-methylbenzoin)

Kati Marianne Aitken, Robert Alan Aitken

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

The reaction of 2-hydroxy-1,2-diphenylpropan-1-one 1 with SOCl2 or PBr3 gives, respectively, the 3-chloro- and 3-bromo-1,2-diphenylpropan-1-ones 4 and 6. The expected 2-chloro- and 2-bromo-1,2-diphenylpropan-1-ones 2 and 5 can, however, be formed by treatment of 1,2-diphenylpropan-1-one 8 with Cl-2 or Br-2/AlCl3. The four halogenated products are characterised by H-1 and C-13 NMR spectroscopy for the first time. (c) 2008 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)5217-5220
Number of pages4
JournalTetrahedron
Volume64
DOIs
Publication statusPublished - 26 May 2008

Keywords

  • KETONES

Fingerprint

Dive into the research topics of 'Rearrangement during halogenation of 2-hydroxy-1,2-diphenylpropan-1-one (α-methylbenzoin)'. Together they form a unique fingerprint.

Cite this